The yeast mediated synthesis of the l-ephedrine precursor, l-phenylacetylcarbinol, in an organic solvent

l-Ephedrine and d-pseudoephedrine are important pharmaceutical products commonly found in anti-asthmatic formulations, nasal decongestant mixtures and sinus preparations. d-Pseudoephedrine is the active ingredient in "Sudafed". l-Ephedrine is currently synthesised in a three step process. The first step utilises fermenting yeast in water to catalyse the acyloin condensation of benzaldehyde and acetaldehyde to form the l-ephedrine precursor, l-phenylacetylcarbinol (l-PAC). The second step involves the reaction of l-PAC with methylamine to form the corresponding N-methyl imine; the final step employs a metal catalyst to facilitate the reduction of the imine with hydrogen. This study is focused on the first step of the synthesis, which suffers from the drawback that two by-products, benzyl alcohol and l-phenylpropan-l,2-diol are always formed. The study aims to improve the efficiency of the l-PAC formation by performing the reaction with dried yeast in an organic solvent.

Name dc:type.qualificationname

phd

Level dc:type.qualificationlevel

doctoral

Grantor dc:publisher.institution

Victoria University of Technology

Year dc:date.issued

1999

Author dc:creator

• Kostraby, Margaret Mary

• 1115 Pharmacology and Pharmaceutical Sciences
• 0304 Medicinal and Bimolecular Chemistry
• School of Biomedical and Health Sciences

Language dc:language

en